DE19649394B4 - Polyester-acrylate based binder, process for its preparation and its use - Google Patents

Abstract

Polyester-acrylate-based binder
With hydroxyl numbers in the range from 40 to 300 mg KOH / g solid resin and
- Acid numbers in the range of 3 to 20 mg KOH / g solid resin, composed of
A. 10 to 90 wt .-% polyester having hydroxyl numbers between 80 to 300 mg KOH / g of solid resin and acid numbers between 5 to 30 mg KOH / g of solid resin and calculated molecular weights of 500 to 15,000, composed of reaction products of
a.1) from 5 to 50 mol% of neopentyl glycol,
a.2) from 5 to 45 mol% of trimethylolpropane,
a.3) from 10 to 51.5 mol% of hexahydrophthalic acid and / or methylhexahydrophthalic acid and / or anhydride (s) thereof,
a.4) from 0.5 to 32 mol% of phthalic acid and / or its anhydride,
a.5) 0 to 18 mol% of other alkanediols from the group, 1,2- (1,3-, 1,4-) butanediol, 1,5-pentanediol, 1,6-hexanediol, cyclohexane-1, 4-dimethanol, neopentyl hydroxypivalate, cyclohexanediol, trimethylpentanediol, ethylbutylpropanediol, ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propylene glycol, dipropylene glycol, hexylene glycol, individually or in admixture,
a.6) from 0 to 18 mol% of other dicarboxylic acids and / or hydroxydicarboxylic acids and / or their anhydride (s) and / or from the group of ...

Description

The This invention relates to polyester-acrylate based binders, process for its production and its use.

Polyester-acrylate binder are commercially available. The manufacturers recommend these binders for the production of topcoats which also includes the addition of at least one curing component, such as polyisocyanates. Such paints are called air-drying Car repair paints used. The hardened lacquer film is hard, viscoplastic, high-gloss, full-bodied and has good solvent and gasoline resistance.

The The object of the invention is a binder which with di- and / or Polyisocyanates curable is for Primers and fillers to disposal to deliver. Furthermore, the binder of the invention should also be used for the production of reaction lacquers for Metals, woods, Paper, cardboard, glass and plastic moldings to be suitable. in this connection If the starting polyester-acrylate resin in organic solvents, solved with high solids ("high-solid" resin) at very low viscosity, are present. Useful hydroxyl numbers for the binder of the invention is in the range of 40 to 300 mg KOH / g of solid resin, preferably 50 to 250 mg KOH / g of solid resin, and the acid numbers in the range of 3 to 20 mg KOH / g of solid resin. In addition, the coatings of the coating compositions based on the polyester-acrylate resins as binders and di- and / or polyisocyanates as a crosslinking agent and hardener very fast air drying, good adhesion on all surfaces, preferably low organic solvents included, so only really environmentally friendly coating agent to disposal stand. Further, corrosion resistance of the cured primer becomes required. The coating compositions to be processed of the above explained Kind of need have at least a pot life of 2 hours.

The The above objects were achieved by a polyester-acrylate-based binder according to claims 1 to 4 solved. A process for their preparation is the subject of the claim 5, the use subject matter of claims 6 to 9. The as an intermediate product for the Binder used polyester is in the claims 10th characterized to 12.

• – mit Hydroxylzahlen im Bereich von 40 bis 300 mg KOH/g Festharz und
• – Säurezahlen im Bereich von 3 bis 20 mg KOH/g Festharz, aufgebaut aus
• A. 10 bis 90 Gew.-% Polyester mit Hydroxylzahlen zwischen 80 bis 300 mg KOH/g Festharz und Säurezahlen zwischen 5 bis 30 mg KOH/g Festharz und berechneten Molmassen von 500 bis 15000, aus
• a.1) 5 bis 50 Mol.-% Neopentylglykol,
• a.2) 5 bis 45 Mol.-% Trimethylolpropan,
• a.3) 10 bis 51,5 Mol.-% Hexahydrophthalsäure und/oder Methylhexahydrophthalsäure und/oder deren Anhydrid(en),
• a.4) 0,5 bis 32 Mol.-% Phthalsäure und/oder deren Anhydrid,
• a.5) 0 bis 18 Mol.-% anderen Alkandiolen aus der Gruppe, 1,2- (1,3-, 1,4-) Butandiol, 1,5-Pentandiol, 1,6-Hexandiol, Cyclohexan-1,4-dimethanol, Hydroxypivalinsäureneopentylester, Cyclohexandiol, Trimethylpentandiol, Ethylbutylpropandiol, Ethylenglykol, Diethylenglykol, Triethylenglykol, 1,2-Propylenglykol, Dipropylenglykol, Hexylenglykol, einzeln oder im Gemisch,
• a.6) 0 bis 18 Mol.-% anderen Dicarbonsäuren und/oder Hydroxydicarbonsäuren und/oder deren Anhydrid und/oder aus der Gruppe Hydroxyisophthalsäure, Isophthalsäure, Terephthalsäure, Halogensäuren, wie Tetrachlor- bzw. Tetrabromphthalsäure, Tetrahydrophthalsäure, 1,2-Cyclohexandicarbonsäure, 1,4-Cyclohexandicarbonsäure, 4-Methylhexahydrophthalsäure, Endomethylentetrahydrophthalsäure, Tricyclodecan-Dicarbonsäure, Endoethylenhexahydrophthalsäure, Camphersäure (1,2,2-Trimethylcyclopentan-1,3-dicarbonsäure), Adipinsäure, Bernsteinsäure, Azelainsäure, Sebacinsäure, Glutarsäure, einzeln oder im Gemisch,
• a.7) 0 bis 16 Mol.-% Monocarbonsäuren oder/und Hydroxycarbonsäuren aus der Gruppe Benzoesäure, p. tert.-Butylbenzoesäure, Laurinsäure, Isononansäure, 2,2-Dimethylpropionsäure, 2-Ethylhexansäure, Capronsäure, Caprylsäure, Caprinsäure, Versaticsäure, Hexahydrobenzoesäure, Hydroxypivalinsäure, 3-(4-)Hydroxybenzoesäure, 2-Hydroxyisobuttersäure, 2-,(3-,4-,2-)Hydroxy-3-(4-,3-,4)-methoxybenzoesäure, 2-(3-)Hydroxy-4-(4-)methylbenzoesäure, 2-(3-, 4-)Hydrophenylaceticsäure, 2-Hydroxy-2-phenylpropionsäure, 3-(4-)Hydroxy-3-(3-)phenylpropionsäure, einzeln oder im Gemisch,
• a.8) 0 bis 14 Mol.-% aliphatischen und/oder cycloaliphatischen Monoalkoholen, wobei die Monoalkohole 4 bis 18 C-Atome besitzen, einzeln oder im Gemisch, wobei die sich unter a.1), a.2), a.3) und a.4), gegebenenfalls a.5), a.6), a.7) und a.8) angegebenen Mol.-% Angaben jeweils zu 100 Mol.-% ergänzen, und
• B. 90 bis 10 Gew.-% Acrylatharz aus
• b.1) 5 bis 55 Gew.-% Hydroxyalkyl(meth)acrylat mit 2 bis 5 C-Atomen im Hydroxyalkylrest, einzeln oder im Gemisch,
• b.2) 0 bis 80 Gew.-% aromatischen Vinylverbindungen, einzeln oder im Gemisch,
• b.3) 0 bis 95 Gew.-% Alkyl(meth)acrylaten mit 1 bis 9 C-Atomen im Alkylrest, einzeln oder im Gemisch,
• b.4) 0,0 bis 6 Gew.-% (Meth)acrylsäure, einzeln oder im Gemisch, wobei sich b.1 ), gegebenenfalls b.2), b.3) und/oder b.4) zu 100 Gew.-% ergänzen

und die Bindemittel herstellbar sind durch Polymerisation der die Acrylatkomponente bildenden Monomere in Anwesenheit der Polyesterkomponente.The invention relates to a polyester-acrylate-based binder,

• With hydroxyl numbers in the range from 40 to 300 mg KOH / g solid resin and
• - Acid numbers in the range of 3 to 20 mg KOH / g solid resin, composed of
• A. 10 to 90 wt .-% polyester having hydroxyl numbers between 80 to 300 mg KOH / g of solid resin and acid numbers between 5 to 30 mg KOH / g of solid resin and calculated molecular weights of 500 to 15,000, from
• a.1) from 5 to 50 mol% of neopentyl glycol,
• a.2) from 5 to 45 mol% of trimethylolpropane,
• a.3) from 10 to 51.5 mol% of hexahydrophthalic acid and / or methylhexahydrophthalic acid and / or anhydride (s) thereof,
• a.4) from 0.5 to 32 mol% of phthalic acid and / or its anhydride,
• a.5) 0 to 18 mol% of other alkanediols from the group, 1,2- (1,3-, 1,4-) butanediol, 1,5-pentanediol, 1,6-hexanediol, cyclohexane-1, 4-dimethanol, neopentyl hydroxypivalate, cyclohexanediol, trimethylpentanediol, ethylbutylpropanediol, ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propylene glycol, dipropylene glycol, hexylene glycol, individually or in admixture,
• a.6) 0 to 18 mol% of other dicarboxylic acids and / or hydroxydicarboxylic acids and / or their anhydride and / or from the group hydroxyisophthalic acid, isophthalic acid, terephthalic acid, halogen acids, such as tetrachloro- or tetrabromophthalic acid, tetrahydrophthalic acid, 1,2-cyclohexanedicarboxylic acid , 1,4-cyclohexanedicarboxylic acid, 4-methylhexahydrophthalic acid, endomethylenetetrahydrophthalic acid, tricyclodecane-dicarboxylic acid, endoethylenehexahydrophthalic acid, camphoric acid (1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid), adipic acid, succinic acid, azelaic acid, sebacic acid, glutaric acid, alone or in admixture .
• a.7) 0 to 16 mol% monocarboxylic acids or / and hydroxycarboxylic acids from the group benzoic acid, p. tert-butylbenzoic acid, lauric acid, isononanoic acid, 2,2-dimethylpropionic acid, 2-ethylhexanoic acid, caproic acid, caprylic acid, capric acid, versatic acid, hexahydrobenzoic acid, hydroxypivalic acid, 3- (4) -hydroxybenzoic acid, 2-hydroxyisobutyric acid, 2 -, (3, 4-, 2-) hydroxy-3- (4-, 3-, 4) -methoxybenzoic acid, 2- (3-hydroxy-4- (4-) methylbenzoic acid, 2- (3-, 4-) hydrophenylacetic acid, 2 Hydroxy-2-phenylpropionic acid, 3- (4) hydroxy-3- (3) phenylpropionic acid, individually or in admixture,
• a.8) 0 to 14 mol .-% aliphatic and / or cycloaliphatic monoalcohols, wherein the monoalcohols have 4 to 18 carbon atoms, individually or in a mixture, wherein the under a.1), a.2), a. 3) and a.4), optionally a.5), a.6), a.7) and a.8) given mol% Add in each case to 100 mol .-%, and
• B. 90 to 10 wt .-% acrylate resin
• b.1) 5 to 55% by weight of hydroxyalkyl (meth) acrylate having 2 to 5 C atoms in the hydroxyalkyl radical, individually or in a mixture,
• b.2) from 0 to 80% by weight of aromatic vinyl compounds, individually or in admixture,
• b.3) 0 to 95% by weight of alkyl (meth) acrylates having 1 to 9 C atoms in the alkyl radical, individually or in a mixture,
• b.4) from 0.0 to 6% by weight of (meth) acrylic acid, individually or in a mixture, where b.1), if appropriate b.2), b.3) and / or b.4) to 100% by weight .-% complete

and the binders can be prepared by polymerization of the monomers forming the acrylate component in the presence of the polyester component.

The The above composition of Acrylatharzkomponente B illustrates the embodiment 1 for acrylate resin component B.

• A. 10 bis 90 Gew.-% Polyester aus
• a.1) 5 bis 63 Mol.-% Neopentylglykol,
• a.2) größer 0 bis 45 Mol.-% Trimethylolpropan,
• a.3) 15 bis 52 Mol.-% Hexahydrophthalsäure und/oder Methylhexahydro phthalsäure und/oder deren Anhydrid(en),
• a.4) 0 bis 32 Mol.-% Phthalsäure und/oder deren Anhydrid,
• a.5) 0 bis 18 Mol.-% anderen Alkandiolen aus der Gruppe, 1,2-, 1,3-, 1,4-Butandiol, 1,5-Pentandiol, 1,6-Hexandiol, Cyclohexan-1,4-dimethanol, Hydroxypivalinsäureneopentylester, Cyclohexandiol, Trimethylpentandiol, Ethylbutylpropandiol, Ethylenglykol, Diethylenglykol, Triethylenglykol, 1,2-Propylenglykol, Dipropylenglykol, Hexylenglykol, einzeln oder im Gemisch,
• a.6) 0 bis 32 Mol.-% anderen Dicarbonsäuren und/oder Hydroxydicarbonsäuren und/oder deren Anhydrid(en) und/oder aus der Gruppe 5-Hydroxyisophthalsäure, Isophthalsäure, Terephthalsäure, Halogensäuren, wie Tetrachlor- bzw. Tetrabromphthalsäure, Tetrahydrophthalsäure, 1,2-Cyclohexandicarbonsäure, 1,4-Cyclohexandicarbonsäure, 4-Methylhexahydrophthalsäure, Endomethylentetrahydrophthalsäure, Tricyclodecan-Dicarbonsäure, Endoethylenhexahydrophthalsäure, Camphersäure (1,2,2,-Trimethylcyclopentan-1,3-dicarbonsäure), Adipinsäure, Bernsteinsäure, Azelainsäure, Sebacinsäure, Glutarsäure, einzeln oder im Gemisch,
• a.7) 0 bis 16 Mol.-% Monocarbonsäuren oder/und Hydroxycarbonsäuren aus der Gruppe Benzoesäure, p.tert.-Butylbenzoesäure, Laurinsäure, Isononansäure, 2,2-Dimethylpropionsäure, 2-Ethylhexansäure, Capronsäure, Caprylsäure, Caprinsäure, Versaticsäure, Hexahydrobenzoesäure, Hydroxypivalinsäure, 3-(4-)Hydroxybenzoesäure, 2-Hydroxyisobuttersäure, 2-(3-,4-,2-)Hydroxy-3-(4-,3-,4-)methoxybenzoesäure, 2-(3-)Hydroxy-4-(4-)methylbenzoesäure, 2-(3-,4-)Hydrophenylaceticsäure, 2-Hydroxy-2-phenylpropionsäure, 3-(4-)-Hydroxy3-(3-)phenylpropionsäure, einzeln oder im Gemisch,
• a.8) 0 bis 14 Mol.-% aliphatischen und/oder cycloaliphatischen Monoalkoholen, wobei die Monoalkohole 4 bis 18 C-Atome besitzen, einzeln oder im Gemisch.

wobei die sich unter a.1), a.2), a.3), gegebenenfalls a.4), a.5), a.6), a.7) und a.8) angegebenen Mol.-% Angaben jeweils zu 100 Mol.-% ergänzen, und B. 90 bis 10 Gew.-% Acrylatharz gemäß Ausführungsform 1 für Acrylatharzkomponente B.Another embodiment of the polyester-acrylate-based binder is composed of:

• A. 10 to 90 wt .-% polyester
• a.1) from 5 to 63 mol% of neopentyl glycol,
• a.2) greater than 0 to 45 mol% trimethylolpropane,
• a.3) 15 to 52 mol% of hexahydrophthalic acid and / or methylhexahydrophthalic acid and / or its anhydride (s),
• a.4) from 0 to 32 mol% of phthalic acid and / or its anhydride,
• a.5) 0 to 18 mol% of other alkanediols from the group, 1,2-, 1,3-, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, cyclohexane-1,4 -dimethanol, hydroxypivalic acid neopentyl ester, cyclohexanediol, trimethylpentanediol, ethylbutylpropanediol, ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propylene glycol, dipropylene glycol, hexylene glycol, individually or in admixture,
• a.6) from 0 to 32 mol% of other dicarboxylic acids and / or hydroxydicarboxylic acids and / or their anhydride (s) and / or from the group consisting of 5-hydroxyisophthalic acid, isophthalic acid, terephthalic acid, halogen acids, such as tetrachloro- or tetrabromophthalic acid, tetrahydrophthalic acid, 1,2-cyclohexanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, 4-methylhexahydrophthalic acid, endomethylenetetrahydrophthalic acid, tricyclodecane-dicarboxylic acid, endoethylenehexahydrophthalic acid, camphoric acid (1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid), adipic acid, succinic acid, azelaic acid, sebacic acid, Glutaric acid, singly or in mixture,
• a.7) 0 to 16 mol% of monocarboxylic acids or / and hydroxycarboxylic acids from the group of benzoic acid, p.tert.-butylbenzoic acid, lauric acid, isononanoic acid, 2,2-dimethylpropionic acid, 2-ethylhexanoic acid, caproic acid, caprylic acid, capric acid, versatic acid, Hexahydrobenzoic acid, hydroxypivalic acid, 3- (4) hydroxybenzoic acid, 2-hydroxyisobutyric acid, 2- (3, 4, 2) hydroxy-3- (4, 3, 4) -methoxybenzoic acid, 2- (3) Hydroxy-4- (4) methylbenzoic acid, 2- (3-, 4-) hydrophenylacetic acid, 2-hydroxy-2-phenylpropionic acid, 3- (4-hydroxy) 3- (3-phenylpropionic acid, individually or in admixture,
• a.8) 0 to 14 mol .-% aliphatic and / or cycloaliphatic monoalcohols, wherein the monoalcohols have 4 to 18 carbon atoms, individually or in a mixture.

the molar% given in a.1), a.2), a.3), optionally a.4), a.5), a.6), a.7) and a.8) in each case adding to 100 mol .-%, and B. 90 to 10 wt .-% of acrylate resin according to embodiment 1 for acrylate resin component B.

Embodiment 2 for acrylate resin component B

• b.1) 5 bis 35 Gew.-% Hydroxyalkyl(meth)acrylat mit 2 bis 5 C-Atomen im Hydroxyalkylrest, einzeln oder im Gemisch,
• b.2) 10 bis 80 Gew.-% aromatischen Vinylverbindungen, einzeln oder im Gemisch,
• b.3) 0 bis 50 Gew.-% Alkyl(meth)acrylaten mit 1 bis 9 C-Atomen im Alkylrest, einzeln oder im Gemisch,
• b.4) 0,0 bis 6 Gew.-% (Meth)acrylsäure, einzeln oder im Gemisch,

wobei sich b.1), b.2), gegebenenfalls b.3) und/oder b.4) zu 100 Gew.-% ergänzen.Acrylic resin made

• b.1) 5 to 35% by weight of hydroxyalkyl (meth) acrylate having 2 to 5 C atoms in the hydroxyalkyl radical, individually or in a mixture,
• b.2) from 10 to 80% by weight of aromatic vinyl compounds, individually or in admixture,
• b.3) 0 to 50% by weight of alkyl (meth) acrylates having 1 to 9 C atoms in the alkyl radical, individually or in a mixture,
• b.4) from 0.0 to 6% by weight of (meth) acrylic acid, individually or in admixture,

wherein b.1), b.2), optionally b.3) and / or b.4) to 100 wt .-% complete.

In another embodiment is in the acrylate resin, the sub-component b.3) in the range of 5 bis 30 wt .-% present.

Embodiment 3 for acrylate resin component B

In a further embodiment 3 for acrylate resin component B is the subcomponent b.4) in the range of 0.5 to 3 wt .-% additionally in the embodiment 2 for acrylate resin component B available.

• A. 10 bis 90 Gew.-% Polyester – mit Hydroxylzahlen von 70 bis 260 mg KOH/g Festharz, – Säurezahlen von 8 bis 25 mg KOH/g Festharz und – stöchiometrisch errechneten Molmassen von 580 bis 8000, aufgebaut aus Umsetzungsprodukten von
• a.1) 10 bis 47 Mol.-% Neopentylglykol,
• a.2) 5 bis 42 Mol.-% Trimethylolpropan,
• a.3) 32 bis 50 Mol.-% Hexahydrophthalsäure und/oder Methylhexahydrophthalsäure oder deren Anhydrid(en),
• a.4) 1 bis 20 Mol.-% Phthalsäure und/oder deren Anhydrid,

wobei sich die unter a.1), a.2), a.3) und a.4) angegebenen Mol.-%-Angaben jeweils zu 100 Mol.-% ergänzen, und 10 bis 90 Gew.-% Acrylatharz in der schon genannten Ausführungsform 1 für Acrylatharzkomponente B.Another polyester-acrylate-based binder containing a polyester component A in another embodiment is composed of:

• From 10 to 90% by weight of polyester with hydroxyl numbers of 70 to 260 mg KOH / g of solid resin, acid numbers of 8 to 25 mg KOH / g of solid resin and stoichiometrically calculated molecular weights of 580 to 8000, composed of reaction products of
• a.1) from 10 to 47 mol% of neopentyl glycol,
• a.2) from 5 to 42 mol% of trimethylolpropane,
• a.3) from 32 to 50 mol% of hexahydrophthalic acid and / or methylhexahydrophthalic acid or its anhydride (s),
• a.4) from 1 to 20 mol% of phthalic acid and / or its anhydride,

the mol .-% data given under a.1), a.2), a.3) and a.4) in each case supplementing to 100 mol .-%, and 10 to 90% by weight of acrylate resin in the already mentioned embodiment 1 for acrylate resin component B.

• A. 10 bis 90 Gew.-% Polyester mit Hydroxylzahlen von 70 bis 255 mg KOH/g Festharz, Säurezahlen von 9 bis 24 mg KOH/g Festharz und stöchiometrisch errechneten Molmassen von 600 bis 7000, aufgebaut aus Umsetzungsprodukten von
• a.1) 12 bis 46 Mol.-% Neopentylglykol,
• a.2) 5 bis 40 Mol.-% Trimethylolpropan,
• a.3) 35 bis 49 Mol.-% Hexahydrophthalsäure und/oder Methylhexahydrophthalsäure oder deren Anhydrid(en),
• a.4) 2 bis 15 Mol.-% Phthalsäure und/oder deren Anhydrid, wobei die sich unter a.1), a.2), a.3) und a.4) angegebenen Mol.-%-Angaben jeweils zu 100 Mol.-% ergänzen, und
• B. 10 bis 90 Gew.-% Acrylatharz in der schon genannten Ausführungsform 1, für Acrylatharzkomponente B.

A polyester-acrylate-based binder containing a polyester component A in another embodiment is composed of:

• A. 10 to 90 wt .-% polyester having hydroxyl numbers of 70 to 255 mg KOH / g of solid resin, acid numbers of 9 to 24 mg KOH / g of solid resin and stoichiometrically calculated molecular weights of 600 to 7000, composed of reaction products of
• a.1) from 12 to 46 mol% of neopentyl glycol,
• a.2) from 5 to 40 mol% of trimethylolpropane,
• a.3) 35 to 49 mol% of hexahydrophthalic acid and / or methylhexahydrophthalic acid or its anhydride (s),
• a.4) from 2 to 15 mol% of phthalic acid and / or its anhydride, the mol .-% data stated under a.1), a.2), a.3) and a.4) being in each case too Add 100 mol .-%, and
• B. 10 to 90 wt .-% of acrylate resin in the already mentioned embodiment 1, for acrylate resin component B.

• A. 10 bis 90 Gew.-% Polyester mit Hydroxylzahlen von 80 bis 300 mg KOH/g Festharz, Säurezahlen von 5 bis 30 mg KOH/g Festharz und stöchiometrisch errechneten Molmassen von 500 bis 15000, aufgebaut aus Umsetzungsprodukten von
• a.1) 5 bis 50 Mol.-% Neopentylglykol,
• a.2) 5 bis 45 Mol.-% Trimethylolpropan,
• a.3) 20 bis 51,5 Mol.-% Hexahydrophtalsäure und/oder Methylhexahydrophthalsäure oder deren Anhydrid(e),
• a.6) 0,5 bis 32 Mol.-% Iso-Phthalsäure, wobei sich die Bestandteile a.1), a.2), a.3) und a.6) zu 100 Mol.-% ergänzen müssen,
• B. 90 bis 10 Gew.-% Acrylatharz in der schon genannten Ausführungsform 1 für Acrylatharzkomponente B.

In a further specific embodiment of the invention, the binder contains a polyester component A in the following embodiment, which is a reaction product of neopentyl glycol, trimethylolpropane, hexahydrophthalic acid and / or anhydride thereof and isophthalic acid. The embodiment for polyester component A is illustrated by the following information.

• A. 10 to 90 wt .-% polyester having hydroxyl numbers of 80 to 300 mg KOH / g of solid resin, acid numbers of 5 to 30 mg KOH / g of solid resin and stoichiometrically calculated molecular weights of 500 to 15,000, composed of reaction products of
• a.1) from 5 to 50 mol% of neopentyl glycol,
• a.2) from 5 to 45 mol% of trimethylolpropane,
• a.3) from 20 to 51.5 mol% of hexahydrophthalic acid and / or methylhexahydrophthalic acid or its anhydride (e),
• a.6) from 0.5 to 32 mol% of isophthalic acid, the constituents a.1), a.2), a.3) and a.6) having to be added to 100 mol%,
• B. 90 to 10 wt .-% of acrylate resin in the already mentioned embodiment 1 for acrylate resin component B.

The Production of the polyester essential to the invention as a polyester component A is carried out in a conventional manner by methods such as, for example in "Ullmanns encyclopedia of technical chemistry ', publisher Chemie Weinheim, 4th Edition (1980), Volume 19, pages 61 ff H. Wagner and H.F. Sarx in "Lackkunstharze", Carl Hanser Verlag, Munich (1971), pages 86 to 152 in detail are described. The esterification is optionally carried out in the presence a catalytic amount of a conventional one Esterification catalyst, such as. As acids, bases, or transition metal compound, such as B. titanium tetrabutoxide at about 80 to 260 ° C, preferably 100 to 230 ° C. The esterification reaction will be done for so long until the desired values for the hydroxyl and acid number are reached. It is preferred to use no esterification catalysts. The molecular weight of the polyester component A may be from the stoichiometry of the starting materials (taking into account the resulting Hydroxyl and acid numbers) be calculated.

The preparation of the polyester-acrylate-based binders takes place by polymerization of the acrylate component B forming monomers in the presence of inert solvent and the polyester component A. In this case, preferably very little organic, inert and high-boiling solvent (at least 120 ° C) is charged together with the polyester in the polymerization vessel. The charged mixture is heated to boiling in the range of about 120 to 210 ° C and then gives the monomers to be polymerized with the initiator or initiator mixtures in the course of 2 to 12 hours continuously. After completion of the addition of the monomers is postpolymerized in the same temperature range for 2 to 6 hours. The reaction product precipitates with 60 to 100% by weight solids, preferably with a solids content of 70 to 95% by weight. The reaction product is then adjusted with an adapted to the intended use of organic solvent to a readily processable viscosity, eg. B. maximum 20 000 mPas at 23 ° C.

For the production the binder according to the invention come the usual radical-forming compounds as polymerization initiators, individually or in mixture, in question. Such are z. B. aliphatic azo compounds, Diacyl peroxides, peroxydicarbonates, alkyl peresters, alkyl hydroperoxides, Perketals, dialkyl peroxides or ketone peroxides. To be favoured Dialkyl peroxides such as di-t-butyl peroxide, dibenzoyl peroxides or di-t-amyl peroxide, and alkyl peresters such as t-butylperoxy-2-ethylhexanoate, t-amylperoxy-2-ethylhexanoate, 1,1-di (t-amylperoxy) cyclohexane, 1,1-di (tert-butyl peroxy) cyclohexane, t-amyl peroxyacetate, ethyl 3,3-di (t-amylperoxy) butyrate, Di-t-amyl peroxide, 3-ethyl-pent-3-yl-peroxy-2-ethylhexanoate and di (3-ethyl-pent-3-yl) peroxide used.

Farther may be mentioned 2,5-dimethyl-2,5-di (tert-butylperoxy) hexane (3), tert-butyl peroxybenzoate, tert-butyl peroxy-3,5,5-trimethylhexanoate, 2,5-dimethyl-2,5-di (benzoylperoxy) hexane, tert-butyl (isopropyl) monoperoxyhexane, tert -butyl (2-ethylhexyl) -monoperoxycarbonate, 2,5-dimethyl-2,5-di (tert-butylperoxy) hexane, dicumyl peroxide, tert-butyl hydroperoxide, tert.-amyl hydroperoxide, cumyl hydroperoxide, 2,5-dimethyl-2,5-dihydroperoxyhexane, Diisopropylbenzene monohydroperoxide and 2,2-azo-di (2-acetoxypropane).

Of the Proportion of initiators can z. B. 1 to 8, preferably to 6, in particular up to 5% by weight, based on the total weight of the starting components, be. Suitable polymerization mixtures consist for. B. from di-tert-butyl peroxide and dibenzoyl peroxide, tert-butyl per-2-ethyl-hexanoate and di-tert-amyl peroxide, tert-butyl per-2-ethylhexanoate and di-tert-butyl peroxide, tert-butyl per-2-ethylhexanoate and 1,1-di (tert-butylperoxy) cyclohexane, tert-butylper-2-ethylhexanoate and Dibenzoyl peroxide, but other mixtures are also useful.

to Control of the molecular weight can Chain transmitter also used become. Examples are mercaptans, thioglycolic esters, chlorinated hydrocarbons, Dodecylmercapten and mercaptoethanol is preferably used.

When solvent can usual in the paint industry inert solvents, individually or in admixture, with boiling points of 80 ° C to 220 ° C, preferably 125 ° C to 185 ° C, for the solution polymerization be used. Preference is given to using such organic solvents, then later also in the finished coating agents be used. examples for such solvents are: glycol ethers, such as ethylene glycol dimethyl ether, glycol ether ester; Esters, such as butyl glycol acetate, 3-methoxy-n-butyl acetate, butyl diglycol acetate, Methoxypropyl acetate, ethoxypropyl acetate, butyl acetate, ethyl 3-ethoxypropionate, Isobutyl acetate, amyl acetate; and ketones, such as methyl-n-amyl ketone, Methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, cyclohexanone, isophorone; aromatic hydrocarbons, such as xylene. Shellsol A (registered trademark for aromatic hydrocarbon mixtures), and aliphatic hydrocarbons can also in the blend with the abovementioned solvents be used. This by solution polymerization The binder obtained can also be inert by other customary in the paint industry organic solvents, customized to the purpose of use, diluted become.

The Preparation of the polyester is carried out as a precursor for the component A. by polycondensation reaction at about 170 ° C to 230 ° C, preferably in the absence of solvents. In this case, preferably no catalysts are used. The polycondensation takes about 6 to about 15 hours. The resulting solvent-free Polycondensation product provides a highly viscous, sticky or solid mass, depending on the composition of different viscosities, hydroxyl numbers and acid numbers having. The acid numbers in this case are between 5 to 30 mg KOH / g of solid resin. The hydroxyl numbers are here between 70 to 300 mg KOH / 1 g of solid resin. The calculated Molecular weights are from 400 to 15,000.

manufacturing the polyester component A as a precursor for the preparation of the binder on polyester acrylate basis.

Polyester 1 (comparative example)

In 4168 g of neopentyl glycol and 4626 g of hexahydrophthalic anhydride are charged to a reaction vessel and to 180 ° C under nitrogen supply with an attached column attachment to Water separation heated for the purpose of polycondensation, the temperature up to 220 ° C continuously increased becomes.

To 8 to 13 hours, the polycondensation after reaching acid numbers 17 to 20 ended. This is the turnover is about 95.5%. This polyester 1 is 57.143 mol% Neopentyl glycol and 42.857 mole% hexahydrophthalic anhydride built up.

To check the viscosity the resulting polyester 1 after dissolution in butyl acetate as 80 wt .-% pure solution at 20 ° C between 1800 and 4000 mPas.

Polyester 2 Polyester aus 3,0 Mol Neopentylglykol 312 g 3,8 Mol Trimethylolpropan 509 g 6,0 Mol Hexahydrophthalsäureanhydrid 925 g Mittleres Molgewicht: ca. 1330 Further polyesters are given in Table 1: TABLE I Polyester 1.1 to 1.6

Polyester 2 Polyester off 3.0 moles of neopentyl glycol 312 g 3.8 moles of trimethylolpropane 509 g 6.0 moles of hexahydrophthalic anhydride 925 g Mean molecular weight: about 1330

The above mixture was heated to 190 to 200 ° C under nitrogen, and the reaction water formed was continuously removed. The temperature was raised continuously over the course of 7 to 12 hours at 220 ° C until the acid number had dropped to 15 to 25. After cooling, the reaction product is in solid form. By repeated repetition of the reaction, the following values were found for the polyesters:

The polyester consists of 53 mol% polyols and 47 mol% dicarboxylic acid. Polyester 3 Polyester off 3.0 moles of neopentyl glycol 312 g 3.4 moles of trimethylolpropane 456 g 6.0 moles of hexahydrophthalic anhydride 925 g Mean molecular weight: about 2330

The above mixture was heated to 190 to 200 ° C under nitrogen, and the reaction water formed was continuously removed. The temperature was continuously raised to 235 ° C over 3 to 10 hours until the acid number dropped to 15 to 25. After cooling, the reaction product is in solid form. By repeated repetition of the reaction, the following values were found for the polyesters:

The polyester consists of 51.6 mole% polyols and 48.4 mole% dicarboxylic acid. Polyester 4 Polyester off 0.2 mol of neopentyl glycol 20.84 g 1.62 moles of trimethylolpropane 218.746 g 1.8 moles of hexahydrophthalic anhydride 277.56 g Mean molecular weight: about 2900

The above mixture was heated under nitrogen to 190 to 205 ° C, and the reaction water formed was continuously removed. The temperature was continuously increased in the course of 4 to 10 hours at 230 ° C until the acid number had dropped to 10 to 20. After cooling, the reaction product is in solid form. The following values were found for the polyester. Hydroxyl number (DIN 53240): 210 Acid number (DIN 53402): 15.9 Viscosity (DIN 53019) in mPas 5500

Of the Polyester consists of 50.414 mol .-% of polyols and 49.587 mol .-% of dicarboxylic acid.

The for the Polyesters 2, 3 and 4 indicated viscosities (measured according to DIN 53019) at 23 ° C in mPas refer to polyester dissolved in butyl acetate as 70% by weight Solutions.

Polyester 5 Polyester aus 2,5 Mol Neopentylglykol 260,5 g 1,5 Mol Trimethylolpropan 201,3 g 3,0 Mol Hexahydrophthalsäureanhydrid 462,6 g Other polyesters are given in Table II: Table II: polyesters 5.1 to 5.5

Polyester 5 Polyester off 2.5 moles of neopentyl glycol 260.5 g 1.5 moles of trimethylolpropane 201.3 g 3.0 moles of hexahydrophthalic anhydride 462.6 g

The the above mixture was heated to 190 to 220 ° C under nitrogen, and the reaction water formed was removed continuously. The temperature was continuously raised to 220 ° C over 5 to 10 hours until the acid number had dropped to 15-25. After cooling to 160 ° C is 0.25 Mole of phthalic anhydride 37.025 g added and heated to 190 to 220 ° C under nitrogen and the reaction water formed is removed continuously. The temperature was continuously raised to 220 ° C over 1 to 5 hours until the acid number had dropped to 10 to 25. After cooling, the reaction product is in solid form. By adding 380 g of butyl acetate is the Product diluted to about 70 wt .-% non-volatile content. By repeated repetition of the reaction were for the polyester following values found.

Of the Polyester consists of 55.17 mol .-% and 44.83 mol .-% dicarboxylic acid.

Further Polyesters are given in Table III:

Table III: polyesters 5.1 to 5.5

Polyester 6

Further Polyesters are given in Table IV:

Table IV: Polyester 6.1 to 6.2 and Polyester 6.3 to 6.4

Further Polyesters are given in Table V:

Polyester 7 (comparative example)

When Component b.1) are hydroxyalkyl (meth) acrylates having 2 to 5 C atoms in the hydroxyalkyl radical hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, Hydroxybutyl (meth) acrylate and hydroxyamyl (meth) acrylate, individually or in a mixture.

When Component b.2) are exemplified as aromatic vinyl compounds Styrene (alkylphenylethene), e.g. For example, α-methylstyrene, α-chlorostyrene, and the various vinyl toluenes called.

As component b.3) are as alkyl (meth) acrylates having 1 to 9 carbon atoms in the alkyl Me methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) acrylate, amyl (meth) acrylates, hexyl (meth) acrylates , Heptyl (meth) acrylates, octyl (meth) acrylates, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylates, individually or in admixture.

Example 1 (comparative example)

Preparation of the binder with polyester 1

In a polymerization vessel with dropping funnel, stirrer and cooling head with water were 2100 g Polyester 1 as polyester component A 525 g ethoxypropylacetate filled and heated to 194 ° C. Over the course of 7 hours, a mixture of monomers and initiators was produced at the same temperature 700 g 2-hydroxypropyl methacrylate, 3060 g styrene, 140 g Acrylic acid, 1000 g isobutyl, 280 g tert-butyl peroxy-2-ethylhexanoate, evenly metered. After the end of the addition, polymerization was continued for 3 hours at the same temperature.

The obtained binder has, based on the solids content, one acid number of 15.3 mg KOH / g of solid resin and a calculated hydroxyl value of 85 mg KOH / g solid resin. The solids content is 93 wt .-%.

• Feststoffgehalt 69,8 Gew.-% DIN 53216
• Viskosität 1200 mPas bei 23°C DIN 53019.

After dilution of the binder with 2475 g of butyl acetate, the following characteristics were obtained:

• Solids content 69.8% by weight of DIN 53216
• Viscosity 1200 mPas at 23 ° C DIN 53019.

Example 2 (comparative example)

Preparation of the binder with polyester 1

In a polymerization vessel with dropping funnel, stirrer and cooling head with water were 2100 g Polyester 1 as polyester component A 525 g ethoxypropylacetate filled and heated to 197 ° C. Over the course of 7 hours, a mixture of monomers and initiators was produced at the same temperature 700 g 2-hydroxyethyl methacrylate, 700 g 2-hydroxypropyl methacrylate 2660 g styrene 140 g acrylic acid 700 g isobutyl 280 g tert-butyl peroxy-2-ethylhexanoate evenly metered. After the end of the addition, polymerization was continued for 3 hours at the same temperature.

The obtained binder has, based on the solids content, one acid number of 15.5 mg KOH / g of solid resin and a calculated hydroxyl value of 127 mg KOH / g solid resin. The solids content is 93 wt .-%.

• Feststoffgehalt 69,5 Gew.-% DIN 53216
• Viskosität 1230 mPas bei 23°C DIN 53019.

After dilution of the binder with 2475 g of butyl acetate, the following characteristics were obtained:

• Solids content 69.5% by weight DIN 53216
• Viscosity 1230 mPas at 23 ° C DIN 53019.

Further Binders are given in Table VI:

Table VI: Preparation of binder 2.1 to 2.8

Further Binders are given in Table VII:

Table VII: Preparation of Binder 3.1 to 3.14.

Further Binders are given in Table VIII:

Table VIII: Preparation of the binder 4.1 to 4.9

The described polyester 1.1.1 to 1.6, polyester 2, 3, 4, 4.1 to 4.5, polyester 5, 5.1 to 5.9, polyester 6.1 to 6.2, polyester 7 and polyester 6.3 and 6.4 can as polyester component A with the monomers for binder formation and the acrylate resin component B according to Example 1, 2, Experiments 2.1 to 2.8, Try 3.1 to 3.14 and Try 4.1 to 4.9 also be combined so that in the Binder 10 to 90% by weight of polyester A and 10 to 90% by weight of acrylate resin B may be present. Special studies have shown that such binders in the Crosslinking with di- and / or polyisocyanates also coatings with valuable Deliver properties.

at the use according to the invention the binders are optionally blended with others, from polyurethane lacquer technology known organic polyhydroxyl compounds as a polyhydroxyl component used. It may be in these other polyhydroxyl compounds around the usual polyester, Polyether or polyacrylate polyols act. Preferably as further organic polyhydroxyl compounds, if any in addition to the novel Binders are used, the known per se polyacrylate polyols used in the prior art.

As a blending component suitable polyacrylate polyols are, for. B. in paint solvents of the type already exemplified soluble copolymers, such as these DE-OS 40 01 580 . DE-OS 41 24 167 or DE-OS 28 58 096 available are suitable. The hydroxyl group content of these polyacrylate polyols is generally between 2 and 5 wt .-%. In the inventive use of the binders according to the invention, they can be used in admixture with up to 90, preferably up to 50 hydroxyl equivalent%, based on all polyhydroxyl compounds, of other polyols of the type exemplified above. However, the binders according to the invention are particularly preferred as the sole polyol component used the inventive use.

The for crosslinking the binders according to the invention Usable polyisocyanates are typical varnish polyisocyanates.

Of the Percentage of polyisocyanate crosslinker is chosen so that the hydroxyl group of the Binder mixture 0.5 to 1.5 isocyanate groups omitted. Excess isocyanate groups can react by moisture and contribute to networking. It can aliphatic, cycloaliphatic and aromatic polyisocyanates used such as hexamethylene diisocyanates, trimethylhexamethylene diisocyanate, Isophorondiisocanate, 4,4-diisocyanatodicyclohexylmethane, tolylene-2,4-diisocyanate, o-, m- and p-xylylene diisocyanate, 4,4'-diisocyanatodiphenylmethane; capped Polyisocyanates such as polyisocyanates capped with CH, NH or OH-acidic compounds; as well as B. biuret, allophanate, urethane or isocyanurate groups Polyisocyanates. examples for Such polyisocyanates are a biuret-containing reaction product from 3 moles of hexamethylene diisocyanate with 1 mole of water with an NCO content of about 22% (corresponding to the commercial product Desmodur N BAYER AG, registered trademark); an isocyanate group-containing polyisocyanate, prepared by trimerization of 3 moles of hexamethylene diisocyanate is with an NCO content of about 21.5% (corresponding to the commercial product Desmodur N 3390 BAYER AG, registered trademark) or urethane groups containing polyisocyanates, which are reaction products from 3 moles of toluene diisocyanate and 1 mole of trimethylolpropane with an NCO content of about 17.5% (corresponding to the commercial product Desmodur L BAYER AG, registered trademark).

Prefers used are Desmodur N and Desmodur N 3390, BAYER AG, registered Trademark.

In in the inventive use are used for reaching two-component polyurethane coatings the binder component and the polyisocyanate component in one equivalent ratio from isocyanate groups to hydroxyl groups of 2: 1 to 1: 2, preferably 1.5: 1 to 1: 1.5, before. The by mixing the two components obtained two-component binder have only a limited processing time from about 2 to 48 hours and will be using the usual Auxiliaries and additives processed. These may be included Auxiliaries and additives can either the mixture or the individual components before mixing them added become.

When Auxiliaries and additives are, for example, inert solvents in consideration such. Ethyl acetate, butyl acetate, methyl ethyl ketone, Methyl isobutyl ketone, ethoxypropyl acetate, methoxypropyl acetate, ethyl 3-ethoxypropionate, 3-methoxy-n-butyl acetate, butyl glycol acetate, toluene, xylene, solvent Naphta, white spirit or any mixtures of these solvents. The solvents be in an amount of up to 75, preferably up to 70 wt .-% used in relation to the total mixture.

Further, possibly co-used auxiliaries and additives are z. As plasticizers such. Tricresyl phosphate or phthalic acid diesters, chloroparaffins; Pigments and fillers such as titanium oxide, barium sulfate, chalk, carbon black; Catalysts such. N, N-dimethylbenzylamine, N-methylmorpholine, lead octoate or dibutyltin dilaurate; Leveling agents; Thickeners, optionally stabilizers such as substituted phenols, organofunctional silanes as adhesion promoters; and light stabilizers, for example sterically hindered amines, such as those in DE-OS 2 417 353 (= US-PS 4,123,418 and U.S. Patent 4,110,304 ) and DE-OS 2 456 864 (= US-PS 3,993,655 and U.S. Patent 4,221,701 ) are described. Particularly preferred compounds are: bis (1, 2,2,2,6,6-pentamethylpiperidyl-4) sebacate, bis (2,2,6,6-tetramethylpiperidyl-4) sebacate, n-butyl ( 3,5-di-tert-butyl-4-hydroxybenzyl) -malonic acid bis- (1,2,2,6,6-pentamethylpiperidyl-4) ester.

The the fillers and moisture adhering to pigments can be removed by previous drying or by the concomitant use of water-absorbing substances, such. B. molecular sieve zeolites, be removed.

The Drying of the resulting in the inventive use Lacquer films can be made at room temperature and does not require any temperature increase in order to the aforementioned, to achieve optimal properties. The relatively fast drying at room temperature, by a temperature increase to about 60 to 120 ° C, preferably 60 to 80 ° C, while a period of 20 to 40 minutes. A higher one Drying temperature and thus a shortening of the baking process is possible, however, for many substrates, e.g. Plastic parts, not advisable.

The reaction lacquers which are used according to the invention are particularly suitable for La metal and plastics, but also for other substrates. The inventively used reaction coatings can be prepared by all conventional methods of paint technology, such. As painting, spraying, pouring or dipping are applied to the substrates to be coated. The reaction lacquers according to the invention are suitable both for the production of primers and for the production of intermediate layers as well as for the production of cover layers on the substrates to be coated.

Example 5 (Comparative Example)

Preparation of a Primer and / or Filler Based on the Binder of Example 1 70% Ethoxypropyl Acetate / Butyl Acetate (5:25)

Example 6

Furthermore are examples of usable 2-component topcoats based on the binders of the invention listed in Table IX:

Table IX: Preparation of a white paint:

Based the results of the examples listed above in Table IX is the non-volatile portion across from conventional paint systems by 10 to 20% higher and thus much more environmentally friendly.

Furthermore, examples of the comparison of the reactivities and compatibilities of 2-component clearcoats which are tested in the wood-lacquer sector are listed on the basis of the binders according to the invention in Table X:
Use of the binder 4.7 according to the invention. Comparative binder is a good handelssübliches acrylate copolymer with the label Synthalat ^® A-075 55% in xylene / butyl acetate (1: 4), for the same purpose.

Table X:

• EEP= Ethyl-3-ethoxypropionat, CH50AL= 1.1. Di(tert.-Butylperoxy)cyclohexan, BP75W= Dibenzoylperoxid, DTBP= Di.tert.-Butylperoxid, TBPEH Tert.Butylper-2-ethylhexanoat, DTAP= Di.tert.-Amylperoxid. CAB= Celluloseacetobutyrat.

Surprisingly, Table X shows the very good compatibility of the binder 4.7 with fast-drying reagents such as Desmodur HL and CAB, which are used as additives in the furniture-coating industry. In addition, you can reach with the binder 4.7 a very fast initial drying of 103 sec. after 1 day and the final hardness of the paint film already after 2 days. With this binder coated furniture are thus faster stackable. This is a huge cost and time advantage over commercial binders. Legend:

• EEP = ethyl 3-ethoxypropionate, CH50AL = 1.1. Di (tert-butyl peroxy) cyclohexane, BP75W = dibenzoyl peroxide, DTBP = di-tert-butyl peroxide, TBPEH tert -Butylper-2-ethylhexanoate, DTAP = di-tert-amyl peroxide. CAB = cellulose acetobutyrate.

Claims (12)

Polyester-acrylate-based binder - with hydroxyl numbers in the range of 40 to 300 mg KOH / g of solid resin and - acid numbers in the range of 3 to 20 mg KOH / g of solid resin, composed of A. 10 to 90 wt .-% polyester having hydroxyl numbers between 80 to 300 mg KOH / g solid resin and acid numbers between 5 to 30 mg KOH / g of solid resin and calculated molecular weights of 500 to 15000, built from reaction products of a.1) 5 to 50 Mole% neopentyl glycol, a.2) from 5 to 45 mol% of trimethylolpropane, a.3) 10 to 51.5 mol% hexahydrophthalic acid and / or methylhexahydrophthalic acid and / or their anhydride (s), a.4) 0.5 to 32 mol% phthalic acid and / or their anhydride, a.5) from 0 to 18 mol% of other alkanediols the group, 1,2- (1,3-, 1,4-) butanediol, 1,5-pentanediol, 1,6-hexanediol, Cyclohexane-1,4-dimethanol, hydroxypivalic acid neopentyl ester, cyclohexanediol, Trimethylpentanediol, ethylbutylpropanediol, ethylene glycol, diethylene glycol, Triethylene glycol, 1,2-propylene glycol, dipropylene glycol, hexylene glycol, individually or in a mixture, a.6) from 0 to 18 mol% of other dicarboxylic acids and / or hydroxydicarboxylic and / or their anhydride (s) and / or from the group 5-hydroxyisophthalic acid, isophthalic acid, terephthalic acid, halogen acids, such as Tetrachloro- or tetrabromophthalic acid, tetrahydrophthalic acid, 1,2-cyclohexanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, 4-methylhexahydrophthalic acid, endomethylenetetrahydrophthalic acid, tricyclodecane-dicarboxylic acid, endoethylenehexahydrophthalic acid, camphoric acid (1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid), Adipic acid, succinic acid, azelaic acid, sebacic acid, glutaric acid, individually or in a mixture, a.7) 0 to 16 mol% monocarboxylic acids or / and hydroxy from the group benzoic acid, para-tert-butylbenzoic acid, Lauric acid, isononanoic acid, 2,2-dimethyl propionic acid, 2-ethylhexanoic acid, caproic, caprylic, Capric acid, versatic hexahydrobenzoic, hydroxypivalic acid, 3- (4-) hydroxybenzoic acid, 2-hydroxyisobutyric acid, 2- (3-, 4-, 2-) hydroxy-3- (4-, 3-, 4-) methoxybenzoic acid, 2- (3-) hydroxy-4- (4-) methyl benzoic acid, 2- (3- , 4-) hydrophenylacetic acid, 2-hydroxy-2-phenylpropionic acid, 3,3- (3,4) -hydroxyphenylpropionic acid, individually or in a mixture, a.8) 0 to 14 mol% aliphatic and / or cycloaliphatic monoalcohols, wherein the monoalcohols are 4 to 18 Possess C atoms, individually or in a mixture, being under a.1), a.2), a.3) and a.4), optionally a.5), a.6), a.7) and / or a.8), in each case adding up to 100 mol%, and B. From 90 to 10% by weight of acrylate resin b.1) 5 to 55% by weight of hydroxyalkyl (meth) acrylate with 2 to 5 C atoms in the hydroxyalkyl radical, individually or in a mixture, b.2) From 0 to 80% by weight of aromatic vinyl compounds, individually or im Mixture, b.3) from 0 to 95% by weight of alkyl (meth) acrylates with 1 to 9 C atoms in the alkyl radical, individually or in a mixture, b.4) 0 to 6% by weight of (meth) acrylic acid, individually or in a mixture, where b.1) optionally b.2), b.3) and / or b.4) add up to 100% by weight and the binders can be prepared by polymerization of the acrylate component forming monomers in the presence of inert solvents and the polyester component. A polyester-acrylate-based binder according to claim 1, composed of A. 10 to 90% by weight of polyesters having hydroxyl numbers of 70 to 260 mg KOH / g of solid resin, acid numbers of 8 to 25 mg KOH / g of solid resin and stoichiometrically calculated molecular weights of 580 to 8000, built from Umset a) 10 to 47 mol% of neopentyl glycol, a.2) 5 to 42 mol% of trimethylolpropane, a.3) 32 to 50 mol% of hexahydrophthalic acid and / or methylhexahydrophthalic acid or its anhydride (s) , a.4) from 1 to 20 mol% of phthalic acid and / or its anhydride, where under a. 1), a.2), a.3) and a.4) given in each case to 100 mol .-% complete, and B. 90 to 10 wt .-% of acrylate resin according to claim 1 part B. A polyester-acrylate-based binder according to claim 1 or 2, composed of A. 10 to 90 wt .-% polyester with hydroxyl numbers from 70 to 255 mg KOH / g solid resin, acid numbers from 9 to 24 mg KOH / g Solid resin and stoichiometric calculated molecular weights of 600 to 7000, built up from reaction products from a.1) from 12 to 46 mol% of neopentyl glycol, a.2) 5 bis 40 mol% trimethylolpropane, a.3) from 35 to 49 mol% hexahydrophthalic acid and / or methylhexahydrophthalic or their anhydride (s), a.4) from 2 to 15 mol% of phthalic acid and / or their anhydride, where under a. 1), a.2), a.3) and a.4) in each case to 100 mol%, and B. 90 to 10 wt .-% of acrylate resin according to claim 1 part B. Polyester-acrylate based binder out A. 10 to 90 wt .-% polyester with hydroxyl numbers of 80 up to 300 mg KOH / g solid resin and acid numbers from 5 to 30 mg KOH / g solid resin and stoichiometrically calculated molecular weights from 500 to 15000, built from reaction products of: a.1) 5 to 50 mol% of neopentyl glycol, a.2) from 5 to 45 mol% of trimethylolpropane, a.3) 20 to 51.5 mol% hexahydrophthalic acid and / or methylhexahydrophthalic acid and / or their anhydride (s), a.6) from 0.5 to 32 mol% of isophthalic acid, in which the mol .-% data given under a.1), a.2), a.3) and a.6) in each case add to 100 mol .-%, and B. 90 to 10 wt .-% of acrylate resin according to claim 1 part B. Process for the preparation of a binder A polyester-acrylate base according to any one of claims 1 to 4, wherein the polyester A and organic, inert solvent with a boiling point of at least 120 ° C to about 120 to about 210 ° C heated is then, in the course of 2 to 12 hours, the monomer mixture and initiator or initiator mixtures are added uniformly and after completed addition of the approach 2 to 6 hours in the same temperature range is postpolymerized. Use of the binders according to one of claims 1 to 4, optionally in admixture with other organic polyhydroxy compounds as binder components for Two-component polyurethane coatings, the paint polyisocyanates and optionally the usual auxiliaries and additives in polyurethane coating technology in the production of lacquer coatings on metals, wood, papers, Cardboard and plastic moldings. Use according to claim 6, wherein it is to be provided with lacquer coatings plastic moldings such as those used in the automotive industry. Use of the binders according to one of claims 1 to 4 in reaction paints for the production of coatings or primers, wherein the reaction coatings by mixing (A) binder, (B) optionally other organic polyhydroxy compounds, (C) Polyisocyanates as crosslinking agents and hardeners, (D) inert organic solvents and optionally (E) further customary in reaction lacquers additives are available. Use of the binders according to one of claims 1 to 4 for the production of coatings or primers by applying a varnish or primer based on hydroxyl group-bearing Compounds, polyisocyanates, inert organic solvents as well as usual additives on a carrier and curing at room temperature or elevated Temperature up to 120 ° C. Polyester, with hydroxyl numbers from 80 to 300 mg KOH / g solid resin and acid numbers from 5 to 30 mg KOH / g solid resin and stoichiometrically calculated molecular weights from 500 to 15000, built from reaction products of: a.1) 5 to 50 mol% of neopentyl glycol, a.2) from 5 to 45 mol% of trimethylolpropane, a.3) 10 to 51.5 mol% hexahydrophthalic acid and / or methylhexahydrophthalic acid and / or their anhydride (s), a.4) 0.5 to 32 mol% phthalic acid and / or their anhydride, a.5) from 0 to 18 mol% of other alkanediols the group, 1,2- (1,3-, 1,4-) butanediol, 1,5-pentanediol, 1,6-hexanediol, Cyclohexane-1,4-dimethanol, hydroxypivalic acid neopentyl ester, cyclohexanediol, Trimethylpentanediol, ethylbutylpropanediol, ethylene glycol, diethylene glycol, Triethylene glycol, 1,2-propylene glycol, dipropylene glycol, hexylene glycol, individually or in a mixture, a.6) from 0 to 18 mol% of other dicarboxylic acids and / or hydroxydicarboxylic and / or their anhydride (s) and / or from the group 5-hydroxyisophthalic acid, isophthalic acid, terephthalic acid, halogen acids, such as Tetrachloro- or tetrabromophthalic acid, tetrahydrophthalic acid, 1,2-cyclohexanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, 4-methylhexahydrophthalic acid, endomethylenetetrahydrophthalic acid, tricyclodecane-dicarboxylic acid, endoethylenehexahydrophthalic acid, camphoric acid (1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid), Adipic acid, succinic acid, azelaic acid, sebacic acid, glutaric acid, individually or in a mixture, a.7) 0 to 16 mol% monocarboxylic acids or / and hydroxy from the group benzoic acid, para-tert-butylbenzoic acid, Lauric acid, isononanoic acid, 2,2-dimethyl propionic acid, 2-ethylhexanoic acid, caproic, caprylic, Capric acid, versatic hexahydrobenzoic, hydroxypivalic acid, 3- (4-Hydroxybenzoic acid, 2-hydroxyisobutyric acid, 2- (3, 4, 2) -hydroxy-3- (4-, 3-, 4-) -methoxybenzoic acid, 2- (3-hydroxy-4- (3-hydroxybenzoic acid) 4-) methylbenzoic acid, 2- (3-, 4-) hydrophenylacetic acid, 2-hydroxy-2-phenylpropionic acid, 3,3- (3,4-) hydroxyphenylpropionic acid, individually or in a mixture, a.8) 0 to 14 mol% aliphatic and / or cycloaliphatic monoalcohols, wherein the monoalcohols are 4 to 18 Possess C atoms, individually or in a mixture, being under a.1), a.2), a.3), optionally, a.4), a.5), a.6), a.7) and / or a.8), in each case adding up to 100 mol%. Polyesters with hydroxyl numbers from 70 to 280 mg KOH / g Solid resin, acid numbers from 6 to 28 mg KOH / g of solid resin and stoichiometrically calculated molecular weights from 500 to 12000, built from reaction products of a.1) 8 to 50 mol% of neopentyl glycol, a.2) from 5 to 44 mol% of trimethylolpropane, a.3) 25 to 51 mol .-% hexahydrophthalic acid and / or methylhexahydrophthalic or their anhydride (s), a.4) from 1 to 30 mol% of phthalic acid and / or their anhydride, wherein the under a.1), a.2), a.3) and a.4) indicated Mol .-% information in each case add to 100 mol .-%. Polyester, with hydroxyl numbers from 80 to 300 mg KOH / g solid resin and acid numbers from 5 to 30 mg KOH / g solid resin and stoichiometrically calculated molecular weights from 500 to 15000, built from reaction products of: a.1) 5 to 50 mol% of neopentyl glycol, a.2) from 5 to 45 mol% of trimethylolpropane, a.3) 20 to 51.5 mol% hexahydrophthalic acid and / or methylhexahydrophthalic acid and / or their anhydride (s), a.6) from 0.5 to 32 mol% of isophthalic acid, in which the mol .-% data given under a.1), a.2), a.3) and a.6) each supplement to 100 mol .-%.